(R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid

Base Information

• Chemical Name: (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid
• CAS No.: 70286-27-0
• Molecular Formula: C₁₁H₁₇Br
• Molecular Weight: 229.16
• Mol file: 70286-27-0.mol

Synonyms:

Chemical Property of (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid

There total 5 articles about (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-ol-1 (70287-32-0) → (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid (70286-27-0)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 6h;

DOI:10.1016/0040-4020(80)88037-9

Reference yield:

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid (70286-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1: BF₃-etherate, NaHCO₃aq / CH₂Cl₂ / 1 h / Ambient temperature

2: pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

3: 85 percent / NaBH₄ / ethanol / 5 h / Ambient temperature

4: PBr₃ / diethyl ether / 6 h / 0 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium acetate; phosphorus tribromide; sodium hydrogencarbonate; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/0040-4020(80)88037-9

Reference yield:

(R)-(+)-3-(4-methyl-3-cyclohexen-1-yl)-3-buten-1-ol (77614-30-3) → (R)(E)-3-<4-Methyl-cyclohex-3-enyl>-but-2-enylbromid (70286-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

2: 85 percent / NaBH₄ / ethanol / 5 h / Ambient temperature

3: PBr₃ / diethyl ether / 6 h / 0 °C

With sodium tetrahydroborate; sodium acetate; phosphorus tribromide; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/0040-4020(80)88037-9

upstream raw materials:

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-ol-1

D-limonene

(R)-(+)-3-(4-methyl-3-cyclohexen-1-yl)-3-buten-1-ol

(1'R)-(2E)-3-methyl-3-(4'-methylcyclohexen-3'-yl)-propen-2-al-1

Downstream raw materials:

methyl(1'R)-(2Z,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)heptadien-2,6-oate

methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(4'-methylcyclohexen-3'-yl)-heptadien-2,6-oate

methyl (1'R)-(2Z,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

methyl (1'R)-(2E,6E)-3,7-dimethyl-7-(3'-bromo-4'-hydroxy-4'-methylcyclohexyl)-heptadien-2,6-oate

Refernces